Search Cottages in Annandale-on-Hudson

  • Plan, book, stay with confidence

    • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    Sign in
    today icon
    Change your mind
    Book hotels with free cancellation

Check prices for these dates

Next weekend
11 Rab. II - 13 Rab. II
In two weeks
18 Rab. II - 20 Rab. II
In one month
2 Jum. I - 4 Jum. I
In two months
30 Jum. I - 1 Jum. II

Compare 153 Cottages in Annandale-on-Hudson with updated reviews, rates, and availability.

Private Home ~ All Yours ~ In town ~ fenced in yard ~ Hot Tub ~ Pets welcome!
Banquet hall

Private Home ~ All Yours ~ In town ~ fenced in yard ~ Hot Tub ~ Pets welcome!

9.8 out of 10, Exceptional, (111)
"Just steps from everything, yet the property feels tucked away and private. We loved being able to walk everywhere and then have the cozy house to come back to - the wood burning stove made it extra cozy during our late March trip to Woodstock. Very communicative and friendly host."
Private Home ~ All Yours ~ In town ~ fenced in yard ~ Hot Tub ~ Pets welcome!
TOP-RATED! Pristine style+romantic luxury+firepit+walk to town=Brook Cottage Too
Outdoor dining

TOP-RATED! Pristine style+romantic luxury+firepit+walk to town=Brook Cottage Too

10.0 out of 10, Exceptional, (116)
"The property was lovely, and the perfect location. Chelsea was great to work with!"
TOP-RATED! Pristine style+romantic luxury+firepit+walk to town=Brook Cottage Too
ADORABLE CREEK COTTAGE Charming Original Details, Fireplace, Near Town, WiFi
Outdoor dining

ADORABLE CREEK COTTAGE Charming Original Details, Fireplace, Near Town, WiFi

10.0 out of 10, Exceptional, (77)
"This was perfect place to spend time with friends!"
ADORABLE CREEK COTTAGE Charming Original Details, Fireplace, Near Town, WiFi
Junebug Cottage: peace, love and privacy a short walk to Woodstock village green
Exterior

Junebug Cottage: peace, love and privacy a short walk to Woodstock village green

10.0 out of 10, Exceptional, (60)
"Very Comfortable"
Junebug Cottage: peace, love and privacy a short walk to Woodstock village green
Relaxing Catskill Mountain Cottage.
TV, fireplace, stereo

Relaxing Catskill Mountain Cottage.

10.0 out of 10, Exceptional, (48)
"Property owner was very responsive and easily accessible. Our power was out when we got there and we were provided updates as to when everything would be restored in a timely manner. House was clean and comfortable. Would highly recommend this place to anyone looking to stay around West Shokan."
Relaxing Catskill Mountain Cottage.
Reset and Relax in Luxury Cottage
Property grounds

Reset and Relax in Luxury Cottage

10.0 out of 10, Exceptional, (32)
"Amazing floors, bathroom showers (wow!), and an awesome kitchen."
Reset and Relax in Luxury Cottage
Charming Woodstock Teahouse Cottage by the Sawkill Creek trout stream
Property grounds

Charming Woodstock Teahouse Cottage by the Sawkill Creek trout stream

9.0 out of 10, Wonderful, (42)
"2 nights in a delightful cottage. It is small but delightfully appointed. The highlight was this clean, warm little cottage is perched directly on swft stream. We left the backdoor open at night!"
The price is SAR 675
SAR 1,172 total
includes taxes & fees
6 Apr - 7 Apr
Charming Woodstock Teahouse Cottage by the Sawkill Creek trout stream
Lily Cottage - a cozy accomodation moments from the beautiful Ashokan reservoir
Fridge, microwave, oven, stovetop

Lily Cottage - a cozy accomodation moments from the beautiful Ashokan reservoir

10.0 out of 10, Exceptional, (30)
"Lily Cottage is a sweet little gem!! This was first getaway as a family of three (4mo old daughter) and our beloved pup (20lb mini schnauzer!) Lily Cottage was the perfect cozy cottage to getaway for a long weekend. It had everything we needed (kitchen supplies, etc. to make a meal and a washer and dryer! (essential for a baby). The bedroom is able to accommodate a small pack and play or you could arrange it in the living space as well. Our dog also loved the small yard to get some zoomies out....
Lily Cottage - a cozy accomodation moments from the beautiful Ashokan reservoir
Pet-friendly Cottage at Historic Millbrook Farm Estate
Interior

Pet-friendly Cottage at Historic Millbrook Farm Estate

10.0 out of 10, Exceptional, (1)
"Stayed in this renovated farmhouse for a very snowy weekend. Nicely redone and furnished with spacious living/dining area. Could have fit 2 more adults or 2-3 kids. Hosts were lovely and introduced us to the goats. Too snowy and icy to get outdoors or explore much but local village has shops and kitchen was stocked with pantry staples and bottled water, milk/creamers for coffee so arrival day grocery run was not needed. Bonus large picture window let us enjoy the abundant snow from the warmth of...
Pet-friendly Cottage at Historic Millbrook Farm Estate
NEW! Herb Cottage: Historic Artist's Cottage, Wood Stove, Walk to Town!
TV, DVD player, books, video library

NEW! Herb Cottage: Historic Artist's Cottage, Wood Stove, Walk to Town!

9.8 out of 10, Exceptional, (133)
"The cottage was a great place to stay with great easy access to downtown Woodstock, Kingston, and Rhineback. Lots of attention to detail by the owner. For example, there are plenty of kitchen utensils and dishes and tons of books and DVD's. The DVD's are displayed in alphabetical order and there are multiple heat zones that enabled the bathroom to independently be very warm while keeping the remaining zones more temperate. The place has everything you need for a cozy stay. The only...
NEW! Herb Cottage: Historic Artist's Cottage, Wood Stove, Walk to Town!
Charming Artist's Retreat
Fridge, microwave, oven, stovetop

Charming Artist's Retreat

10.0 out of 10, Exceptional, (133)
"This super cozy cabin is perfectly located and close to major Catskills towns. Yet, Maureen has done an amazing job at creating a space that feels far away from every thing. Town and groceries are less than 10mins away. We visited Kingston and Woodstock - also nearby. The nearby trail options are endless too.This home is exemplar of what VRBO stands for. Thank you, Maureen! "
Charming Artist's Retreat
Catskills Cottage w/ Deck, 7 Mi to Hunter Mtn
TV, books

Catskills Cottage w/ Deck, 7 Mi to Hunter Mtn

9.6 out of 10, Exceptional, (16)
"I had a wonderful weekend stay at this lovely cabin! It is beautiful and cozy, all necessities provided. The check in and check out processes were easy, the guest contact was easy to contact and pleasant to speak with. The views are gorgeous, and the neighbors are so kind. Loved being here and definitely plan to come back! Will tell all my friends! Thank you!"
Catskills Cottage w/ Deck, 7 Mi to Hunter Mtn
Charming Retreat 5 Minute Walk to Main Street & 7 Minutes to Hunter Mountain
Interior

Charming Retreat 5 Minute Walk to Main Street & 7 Minutes to Hunter Mountain

10.0 out of 10, Exceptional, (2)
"Excellent property cozy contemporary stay enjoyed our time in between runs at Hunter Mountain."
Charming Retreat 5 Minute Walk to Main Street & 7 Minutes to Hunter Mountain
Loblolly Cottage - Enchanting Retreat set among towering pines.
1 bedroom, desk, free WiFi, bed sheets

Loblolly Cottage - Enchanting Retreat set among towering pines.

10.0 out of 10, Exceptional, (37)
"Was a wonderful little cottage , we both enjoyed our stay and had a gracious host"
Loblolly Cottage - Enchanting Retreat set among towering pines.
Cozy Mountain Getaway | Hot Tub | Grill | Fire Pit | 5 Min to Kaaterskills Falls
Outdoor spa tub

Cozy Mountain Getaway | Hot Tub | Grill | Fire Pit | 5 Min to Kaaterskills Falls

10.0 out of 10, Exceptional, (1)
"The place was clean, the area was adorable and close to everything, and the communication with the owner was quick and painless. Would stay again. "
The price is SAR 591
SAR 1,877 total
includes taxes & fees
2 Apr - 3 Apr
Cozy Mountain Getaway | Hot Tub | Grill | Fire Pit | 5 Min to Kaaterskills Falls
Leggett Cottage, High Falls, NY.

Leggett Cottage, High Falls, NY.

10.0 out of 10, Exceptional, (71)
"We enjoyed our time at the “artists den”. It’s clean and cozy and the location was perfect for our Minnewaska adventure. Host Anat is responsive, friendly and accommodating.We look forward to coming back in the spring and getting on the bike path that’s just down the hill.Thank you Anat and JamieHope to see you again soon"
Leggett Cottage, High Falls, NY.
A Cozy Farmstead Cottage Amidst Two Barns in Hudson Valley
Exterior

A Cozy Farmstead Cottage Amidst Two Barns in Hudson Valley

9.8 out of 10, Exceptional, (52)
"Very beautiful property! Beautiful night sky views and excellent nature, perfect place for a romantic weekend"
A Cozy Farmstead Cottage Amidst Two Barns in Hudson Valley
Hits Adjacent | Pet Friendly | Caraway Cottage
TV, fireplace, offices

Hits Adjacent | Pet Friendly | Caraway Cottage

10.0 out of 10, Exceptional, (4)
"It was super cozy and very comfortable. It really is a lovely cottage. Perfect getaway. "
The price is SAR 559
SAR 1,389 total
includes taxes & fees
13 Apr - 14 Apr
Hits Adjacent | Pet Friendly | Caraway Cottage
Saugerties Cottage - relaxing home in nature, close to downtown, HITS & hikes
Property grounds

Saugerties Cottage - relaxing home in nature, close to downtown, HITS & hikes

10.0 out of 10, Exceptional, (5)
"quiet sanctuary close to Woodstock and saugerties"
Saugerties Cottage - relaxing home in nature, close to downtown, HITS & hikes
Cedar Cottage with hot tub as seen in New York Times escape section.
Exterior

Cedar Cottage with hot tub as seen in New York Times escape section.

9.2 out of 10, Wonderful, (82)
"This was our fifth time staying at the cabin and as always it was perfect. We stayed the week of Thanksgiving and cooked a full feast easily with the appliances and cookware found in the kitchen. We even woke up to snow a few times that week. We enjoyed the hot tub at night and the fireplace each day. Beds are comfy, rooms are cozy and location is ideal. With close proximity to Woodstock, Tannersville and West Kill we were able visit some of our favorite places in the mountains. We’ll be back....
Cedar Cottage with hot tub as seen in New York Times escape section.
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Don't see what you're looking for?
See all available properties in Annandale-on-Hudson
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Other property types in Annandale-on-Hudson

Postcard Cabins Eastern Catskills
Exterior

Postcard Cabins Eastern Catskills

2.0 star property
8.4 out of 10, Very Good, (5)
"We always live these cabins & we've been coming for years!"
The price is SAR 656
SAR 709 total
includes taxes & fees
3 Apr - 4 Apr
Postcard Cabins Eastern Catskills
Esopus Creek modern Tiny house Retreat!
Outdoor dining

Esopus Creek modern Tiny house Retreat!

9.8 out of 10, Exceptional, (24)
"This was our first visit to this property, and we will definitely be back for future visits. The house was immaculate and perfect for our travel needs. The owners were very communicative and responsive, and that made the experience even better."
The price is SAR 581
SAR 821 total
includes taxes & fees
8 Apr - 9 Apr
Esopus Creek modern Tiny house Retreat!
Charming Woodstock Teahouse Cottage by the Sawkill Creek trout stream
Property grounds

Charming Woodstock Teahouse Cottage by the Sawkill Creek trout stream

9.0 out of 10, Wonderful, (42)
"2 nights in a delightful cottage. It is small but delightfully appointed. The highlight was this clean, warm little cottage is perched directly on swft stream. We left the backdoor open at night!"
The price is SAR 675
SAR 1,172 total
includes taxes & fees
6 Apr - 7 Apr
Charming Woodstock Teahouse Cottage by the Sawkill Creek trout stream
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Frequently asked questions

Why book your cottage in Annandale-on-Hudson with Expedia?
Expedia has some great cottages in Annandale-on-Hudson, so get set for an unforgettable vacay on nature’s doorstep. If you’re sticking to a budget, choose how much you want to spend and your preferred property star rating. Or, use our handy filters to search for cottages with a pool or free WiFi. We’ll help you find the right fit whatever your plans or bank balance.
How can I find cheap cottages in Annandale-on-Hudson?
A good way to locate cheap cottages in Annandale-on-Hudson is with Expedia’s useful filter tool. Narrow your search results by star rating, budget and amenities to grab awesome bargains with only a few clicks.